• 1. Enabling shape memory and healable effects in a conjugated polymer by incorporating siloxane via dynamic imine bond?
  Yaling Zhang,Chunhui Dai,Shiwei Zhou,Bin Liu Chem. Commun., 2018,54, 10092-10095
• 2. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
• 3. Fe(ii)-Assisted one-pot synthesis of ultra-small core–shell Au–Pt nanoparticles as superior catalysts towards the HER and ORR?
  Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
• 4. Emulsion technologies for multicellular tumour spheroid radiation assays?
  Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110
• 5. Emulsifier-free, organotellurium-mediated living radical emulsion polymerization (emulsion TERP) of styrene: poly(dimethylaminoethyl methacrylate) macro-TERP agent?
  Yukiya Kitayama Polym. Chem., 2014,5, 2784-2792

Introduction to 2-Bromo-6-cyano-3-(trifluoromethyl)aniline (CAS No. 1807212-82-3)

2-Bromo-6-cyano-3-(trifluoromethyl)aniline, with the chemical identifier CAS No. 1807212-82-3, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research due to its unique structural properties and potential applications. This compound belongs to the class of aromatic amines, characterized by the presence of bromine, cyano, and trifluoromethyl substituents, which contribute to its distinct reactivity and utility in synthetic chemistry.

The molecular structure of 2-Bromo-6-cyano-3-(trifluoromethyl)aniline consists of a benzene ring substituted with a bromine atom at the 2-position, a cyano group at the 6-position, and a trifluoromethyl group at the 3-position. This arrangement imparts a high degree of electronic richness and diversity, making it a valuable intermediate in the synthesis of more complex molecules. The presence of these functional groups enhances its capability to participate in various chemical reactions, including nucleophilic substitution, cross-coupling reactions, and condensation processes.

In recent years, 2-Bromo-6-cyano-3-(trifluoromethyl)aniline has been extensively studied for its role in developing novel pharmaceutical agents. The trifluoromethyl group, in particular, is known for its ability to enhance metabolic stability and binding affinity in drug candidates. This property has made it a preferred choice for medicinal chemists seeking to optimize the pharmacokinetic profiles of their compounds. Additionally, the bromine atom provides a handle for further functionalization via palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are pivotal in constructing biaryl structures found in many active pharmaceutical ingredients (APIs).

One of the most compelling applications of 2-Bromo-6-cyano-3-(trifluoromethyl)aniline is in the synthesis of kinase inhibitors. Kinases are enzymes that play crucial roles in cell signaling pathways and are often targeted in cancer therapy. The cyano group in this compound can be further modified to introduce additional pharmacophores that improve binding interactions with kinase active sites. Recent studies have demonstrated that derivatives of 2-Bromo-6-cyano-3-(trifluoromethyl)aniline exhibit promising inhibitory activity against various kinases, including those involved in tyrosine kinase signaling pathways. These findings highlight the compound's potential as a lead molecule for developing next-generation anticancer drugs.

The agrochemical sector has also recognized the significance of 2-Bromo-6-cyano-3-(trifluoromethyl)aniline as a building block for designing novel pesticides and herbicides. The structural features of this compound contribute to its efficacy against a broad spectrum of pests by interfering with essential biological processes. For instance, modifications involving the cyano group can enhance its ability to act as an insecticidal agent by disrupting neurotransmitter pathways in pests. Furthermore, the trifluoromethyl group's electron-withdrawing nature can improve the lipophilicity of agrochemical formulations, ensuring better absorption and translocation within plant tissues.

From a synthetic chemistry perspective, 2-Bromo-6-cyano-3-(trifluoromethyl)aniline serves as a versatile precursor for constructing more complex heterocyclic compounds. The bromine substituent allows for easy introduction of other functional groups via metal-halogen exchange reactions, while the cyano group can undergo reduction or further substitution to yield diverse derivatives. These transformations have enabled chemists to explore novel molecular architectures with potential biological activities. For example, recent research has shown that fused heterocycles derived from 2-Bromo-6-cyano-3-(trifluoromethyl)aniline exhibit antimicrobial properties, making them attractive candidates for developing new antibiotics.

The industrial production of 2-Bromo-6-cyano-3-(trifluoromethyl)aniline involves multi-step synthetic routes that require careful optimization to ensure high yield and purity. Advanced catalytic systems and green chemistry principles have been employed to minimize waste and improve efficiency. For instance, transition metal catalysts such as palladium and copper have been utilized to facilitate cross-coupling reactions under mild conditions. Additionally, solvent-free reactions and microwave-assisted synthesis have been explored to enhance reaction rates and reduce energy consumption.

The safety profile of 2-Bromo-6-cyano-3-(trifluoromethyl)aniline is another critical aspect that has been thoroughly evaluated through toxicological studies. While handling this compound requires standard laboratory precautions due to its reactivity and potential irritant properties, it does not pose significant health hazards when used under controlled conditions. Proper storage in inert atmospheres and away from incompatible substances ensures its stability and prevents unwanted side reactions.

In conclusion, 2-Bromo-6-cyano-3-(trifluoromethyl)aniline (CAS No. 1807212-82-3) is a multifaceted compound with broad applications in pharmaceuticals and agrochemicals. Its unique structural features make it an invaluable intermediate for synthesizing biologically active molecules targeting various diseases. As research continues to uncover new derivatives and applications, 2-Bromo-6-cyano-3-(trifluoromethyl)aniline is expected to remain at the forefront of chemical innovation.

• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)